Diastereoselective reduction of (S)-1-chloro-3-silyloxybutan-2-one. Synthesis of enantiopure (2S,3R) and (2S,3S) O-tert-butyldimethylsilyl-3,4- epoxybutan-2-ol

Tetrahedron Letters

Volumn 40, Issue 14, 1999, Pages 2863-2864

  Concellón, José M ^a   Bernad, Pablo L ^a   Alvarez, R ^a   Rodriguez A ^a   Baragana B ^a  

^a Unirversidad de Oviedo   (Spain)

Author keywords

Chiral chloromethyl ketones; Diastereoselection; Reduction; , epoxy alcohols

Indexed keywords

1 CHLORO 3 SILYLOXYBUTAN 2 ONE; 2 BUTANONE; O TERT BUTYLDIMETHYLSILYL 3,4 EPOXYBUTAN 2 OL; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; ENANTIOMER; EPOXIDATION; GAS CHROMATOGRAPHY; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0033515791     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00313-5     Document Type: Article

References (4)

1. Barluenga J, Baragaña B, Alonso A, Concellón JM. J. Chem. Soc., Chem. Commun. 1994:969-970.
2. The stereoconfiguration was classified as syn or anti according to the definition given by Masamune S, Kaiho T, Garvey DS. J. Am. Chem. Soc. 1982;104: 5522-5523.
3. Corey EJ, Venkateswarlu A. J. Am. Chem. Soc. 1972;94: 6190-6191.
4. Rychnovsky SD, Richardson TL, Rogers BN. J. Org. Chem. 1997; 62:2925-2934.